Conditions | Yield |
---|---|
at 135℃; | 100% |
at 140℃; for 0.166667h; | 99% |
With triethylamine Inert atmosphere; | 98% |
benzyl (2S,3S)-3-methyl-2-phthalimido-pentanoate
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
With hydrogen; palladium on activated charcoal In ethanol | 99% |
L-isoleucine hydrochloride
methyl 2-((succinimidooxyl)carbonyl)benzoate
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; for 4h; | 81% |
Conditions | Yield |
---|---|
With sodium carbonate In water | 40% |
Stage #1: L-isoleucine; N-ethoxycarbonylphthalimide With sodium carbonate In water at 20℃; for 3h; Stage #2: With hydrogenchloride In water at 0℃; pH=1-2; | |
With sodium carbonate In water at 20℃; for 5h; |
Monomethyl phthalate
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 98 percent / DCC / 1,2-dimethoxy-ethane / 6 h / 0 °C 2: 81 percent / aq. K2CO3 / acetonitrile / 4 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) thionyl chloride, DMF, 3.) triethylamine / 1.) reflux, 1 h, 2.) benzene, 3.) THF, 0 deg C, 2 h 2: 99 percent / H2 / 10percent Pd/C / ethanol View Scheme | |
Multi-step reaction with 3 steps 1: 1.) thionyl chloride, DMF, 3.) triethylamine / 1.) reflux, 1 h, 2.) benzene, 3.) THF, 0 deg C, 2 h 2: 88 percent / Bu4NBr, 5percent NaOH / CH2Cl2; H2O / 1.17 h 3: 99 percent / H2 / 10percent Pd/C / ethanol View Scheme |
benzyl (2S,3S)-N-<2-(methoxycarbonyl)-benzoyl>-2-amino-3-methyl-pentanoate
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 88 percent / Bu4NBr, 5percent NaOH / CH2Cl2; H2O / 1.17 h 2: 99 percent / H2 / 10percent Pd/C / ethanol View Scheme |
methanol
N-phthaloyl-L-isoleucine
(2S,3S)-N-phthaloylisoleucine methyl ester
Conditions | Yield |
---|---|
With hydrogenchloride at 10℃; for 4h; | 99% |
With hydrogenchloride at 10℃; | 98% |
N-phthaloyl-L-isoleucine
(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoyl chloride
Conditions | Yield |
---|---|
With thionyl chloride for 1h; Ambient temperature; | 94% |
With thionyl chloride In dichloromethane for 5h; Heating; | 88% |
With thionyl chloride In toluene Reflux; Schlenk technique; |
N-phthaloyl-L-isoleucine
ethyl acetate
Conditions | Yield |
---|---|
Stage #1: rhodium(II) acetate dimer; N-phthaloyl-L-isoleucine In chlorobenzene for 3h; Inert atmosphere; Reflux; Stage #2: ethyl acetate In hexane Inert atmosphere; | 83% |
N-phthaloyl-L-isoleucine
1-(4-tert-butylbenzyl)piperazine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Stage #3: 1-(4-tert-butylbenzyl)piperazine In dichloromethane at 20℃; for 24h; | 80% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 79% |
N-phthaloyl-L-isoleucine
diphenyl diselenide
2,2'-dipyridyl disulfide bis-N-oxide
Conditions | Yield |
---|---|
With tributylphosphine In tetrahydrofuran at 16℃; for 0.0833333h; Irradiation; | 78% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 73% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; |
N-phthaloyl-L-isoleucine
ethanol
ethyl 2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanoate
Conditions | Yield |
---|---|
With sulfuric acid at 60℃; for 4h; | 72.46% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 71% |
N-phthaloyl-L-isoleucine
1-(4-bromobenzyl)piperazine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Stage #3: 1-(4-bromobenzyl)piperazine In dichloromethane at 20℃; for 24h; | 69% |
N-phthaloyl-L-isoleucine
1-(4-fluorophenylmethyl)piperazine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Stage #3: 1-(4-fluorophenylmethyl)piperazine In dichloromethane at 20℃; for 24h; | 69% |
4-(phenethyl)piperazine
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Stage #3: 4-(phenethyl)piperazine In dichloromethane at 20℃; for 24h; | 67% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | 60% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; | |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; |
N-phthaloyl-L-isoleucine
1-(4-trifluoromethylbenzyl)piperazine
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0℃; for 0.25h; Stage #2: With benzotriazol-1-ol In dichloromethane at 0℃; for 0.25h; Stage #3: 1-(4-trifluoromethylbenzyl)piperazine In dichloromethane at 20℃; for 24h; | 59% |
N-phthaloyl-L-isoleucine
(2S,3S)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanamide
Conditions | Yield |
---|---|
With 1H-imidazole In tetrahydrofuran at 60℃; for 4h; | 56.39% |
N-phthaloyl-L-isoleucine
4-chlorobenzaldehyde
(Z)-N'-(4-chlorobenzylidene)-2-(1,3-dioxoisoindolin-2-yl)-3-methylpentanehydrazide
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 55.54% |
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 50.02% |
N-phthaloyl-L-isoleucine
4-methoxy-benzaldehyde
(Z)-2-(1,3-dioxoisoindolin-2-yl)-N'-(4-methoxybenzylidene)-3-methylpentanehydrazide
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 48.75% |
N-phthaloyl-L-isoleucine
benzaldehyde
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 42.84% |
N-phthaloyl-L-isoleucine
hydrogen ethyl malonate
Conditions | Yield |
---|---|
Stage #1: N-phthaloyl-L-isoleucine With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Stage #2: hydrogen ethyl malonate With triethylamine; magnesium chloride In tetrahydrofuran at 0 - 20℃; for 4.5h; Inert atmosphere; | 14% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine In tetrahydrofuran at -20℃; for 0.166667h; |
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 94 percent / SOCl2 / 1 h / Ambient temperature 2: 76 percent / tetrahydrofuran / 4 h / Heating 3: 0 h / 500 °C / 0 - 0.01 Torr View Scheme |
N-phthaloyl-L-isoleucine
(4S,5S)-4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-methyl-3-oxo-2-(triphenyl-λ5-phosphanylidene)-heptanoic acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 94 percent / SOCl2 / 1 h / Ambient temperature 2: 76 percent / tetrahydrofuran / 4 h / Heating View Scheme |
N-phthaloyl-L-isoleucine
(2S,3S)-2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-methyl-pentanoic acid 2-thioxo-2H-pyridin-1-yl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NMM / tetrahydrofuran / 0.17 h / -20 °C 2: Et3N, DMAP / tetrahydrofuran / 0.5 h View Scheme |
N-phthaloyl-L-isoleucine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: NMM / tetrahydrofuran / 0.17 h / -20 °C 2: Et3N, DMAP / tetrahydrofuran / 0.5 h 3: 34 percent / tetrahydrofuran / 0.08 h / 16 °C / Irradiation 4: 79 percent / Bu3SnD, AIBN / benzene / 2 h / 80 °C View Scheme |
Molecular Structure of Phthaloyl-L-isoleucine (CAS NO.29588-88-3):
Product Name: Phthaloyl-L-isoleucine
Empirical Formula: C14H15NO4
Molecular Weight: 261.27
CAS: 29588-88-3
Storage temp: Store at 0°C
Phthaloyl-L-isoleucine , with CAS number of 29588-88-3, can be called Pht-Ile-OH ; Phthalyl-L-Isoleucine .
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